Bucket-List Cruise Adventures

Pick your sailing — we plan the whole adventure

Bucket-list adventures at every port — where to fly in, and what to do the day(s) before and after.

When are you free? From to — only cruises that fit entirely inside your dates

My result then click any cruise row to open it

Where to? tap as many as you like Caribbean Mediterranean Alaska Bahamas Mexico Northern Europe Hawaii Bermuda Europe Asia Australia & South Pacific Panama Canal South America North America Pacific Middle East Africa

Trip tap one or more Round-trip One-way Repositioning

Length tap one or more 3–5 nights 6–8 nights 9–12 nights 13+ nights

Cruise level tap one or more Luxury Premium Contemporary River

+ pick specific cruise lines

Luxury Azamara Oceania Regent Seabourn Viking Ocean River AmaWaterways Avalon Viking River Premium Celebrity Cunard Disney Holland America Princess Virgin Voyages Contemporary Carnival Costa MSC Cruises Norwegian Royal Caribbean

Must visit a specific port clear

Sort

Reset

Filtering Visits Montego Bay ×6–8 nights ×9–12 nights × Clear all

Showing 21 of 21 sailings

Cunard · Queen ElizabethRound-trip

Mexico 9 nights Nov 17 – Nov 26, 2026 from Miami, Florida

Miami, Florida · Georgetown, Grand Cayman, Cayman Islands · … · Miami, Florida7 ports

Miami, Florida · Georgetown, Grand Cayman, Cayman Islands · Montego Bay, Jamaica · Roatan, Honduras · Costa Maya, Mexico · Cozumel, Mexico · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Stingray City Sandbar Martha Brae River Bamboo Rafting Hold a Sloth at Daniel Johnson's Monkey & Sloth Ha… +2 more

View → ✉ Email

from $849

Book This Cruise@ Cruisebound

Norwegian · Norwegian EpicRound-trip

Caribbean 7 nights Nov 22 – Nov 29, 2026 from Port Canaveral, Florida

Port Canaveral, Florida · Great Stirrup Cay, Bahamas · … · Port Canaveral, Florida6 ports

Port Canaveral, Florida · Great Stirrup Cay, Bahamas · Montego Bay, Jamaica · Georgetown, Grand Cayman, Cayman Islands · Cozumel, Mexico · Port Canaveral, Florida

★ Bucket-list Kennedy Space Center Visitor Complex Silver Cove Private Villa Martha Brae River Bamboo Rafting Stingray City Sandbar +1 more

View → ✉ Email

from $691

Book This Cruise@ Cruisebound

Norwegian · Norwegian GetawayRound-trip

Caribbean 7 nights Nov 23 – Nov 30, 2026 from Port Canaveral, Florida

Port Canaveral, Florida · Great Stirrup Cay, Bahamas · … · Port Canaveral, Florida6 ports

Port Canaveral, Florida · Great Stirrup Cay, Bahamas · Montego Bay, Jamaica · Georgetown, Grand Cayman, Cayman Islands · Cozumel, Mexico · Port Canaveral, Florida

★ Bucket-list Kennedy Space Center Visitor Complex Silver Cove Private Villa Martha Brae River Bamboo Rafting Stingray City Sandbar +1 more

View → ✉ Email

from $600

Book This Cruise@ Cruisebound

Norwegian · Norwegian EpicRound-trip

Mexico 7 nights Nov 29 – Dec 6, 2026 from Port Canaveral, Florida

Port Canaveral, Florida · Great Stirrup Cay, Bahamas · … · Port Canaveral, Florida6 ports

Port Canaveral, Florida · Great Stirrup Cay, Bahamas · Montego Bay, Jamaica · Georgetown, Grand Cayman, Cayman Islands · Cozumel, Mexico · Port Canaveral, Florida

★ Bucket-list Kennedy Space Center Visitor Complex Silver Cove Private Villa Martha Brae River Bamboo Rafting Stingray City Sandbar +1 more

View → ✉ Email

from $699

Book This Cruise@ Cruisebound

Regent · Seven Seas MarinerOne-way

Caribbean 10 nights Dec 1 – Dec 11, 2026 from Miami, Florida to Tampa, Florida

Miami, Florida · Willis Island · … · Tampa, Florida10 ports

Miami, Florida · Willis Island · Oranjestad, Sint Eustatius · Willemstad, Curacao · Kralendijk, Bonaire, Dutch Antilles · Willis Island · Montego Bay, Jamaica · Georgetown, Grand Cayman, Cayman Islands · Willis Island · Tampa, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Zodiac Circumnavigation of Willis Island The Natural Pool Private Full-Day Curaçao Island Tour with Local Ex… +4 more

View → ✉ Email

from $7,900

Book This Cruise@ Cruisebound

Cunard · Queen ElizabethRound-trip

Mexico 9 nights Dec 8 – Dec 17, 2026 from Miami, Florida

Miami, Florida · Georgetown, Grand Cayman, Cayman Islands · … · Miami, Florida7 ports

Miami, Florida · Georgetown, Grand Cayman, Cayman Islands · Montego Bay, Jamaica · Roatan, Honduras · Costa Maya, Mexico · Cozumel, Mexico · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Stingray City Sandbar Martha Brae River Bamboo Rafting Hold a Sloth at Daniel Johnson's Monkey & Sloth Ha… +2 more

View → ✉ Email

from $849

Book This Cruise@ Cruisebound

Regent · Seven Seas GrandeurRound-trip

Mexico 10 nights Dec 9 – Dec 19, 2026 from Miami, Florida

Miami, Florida · Willis Island · … · Miami, Florida11 ports

Miami, Florida · Willis Island · Costa Maya, Mexico · Belize City, Belize · Harvest Caye, Belize · Roatan, Honduras · Willis Island · Montego Bay, Jamaica · Georgetown, Grand Cayman, Cayman Islands · Willis Island · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Zodiac Circumnavigation of Willis Island Chacchoben Mayan Ruins Great Blue Hole Flightseeing & Lighthouse Reef Sno… +4 more

View → ✉ Email

from $6,849

Book This Cruise@ Cruisebound

Regent · Seven Seas MarinerRound-trip

Caribbean 10 nights Dec 11 – Dec 21, 2026 from Tampa, Florida

Tampa, Florida · Willis Island · … · Tampa, Florida11 ports

Tampa, Florida · Willis Island · Georgetown, Grand Cayman, Cayman Islands · Montego Bay, Jamaica · Willis Island · Roatan, Honduras · Belize City, Belize · Costa Maya, Mexico · Cozumel, Mexico · Willis Island · Tampa, Florida

★ Bucket-list Clearwater Beach Private Luxury Charter Zodiac Circumnavigation of Willis Island Stingray City Sandbar Martha Brae River Bamboo Rafting +4 more

View → ✉ Email

from $7,499

Book This Cruise@ Cruisebound

Royal Caribbean · Mariner of the SeasRound-trip

Caribbean 7 nights Dec 19 – Dec 26, 2026 from New Orleans, Louisiana

New Orleans, Louisiana · Cozumel, Mexico · Georgetown, Grand Cayman, Cayman Islands · Montego Bay, Jamaica · New Orleans, Louisiana

★ Bucket-list Steamboat Natchez El Cielo + Palancar + Columbia 3-Stop Snorkel Stingray City Sandbar Martha Brae River Bamboo Rafting

View → ✉ Email

from $800

Book This Cruise@ Cruisebound

Oceania · Oceania VistaRound-trip

Caribbean 9 nights Dec 28 – Jan 6, 2027 from Miami, Florida

Miami, Florida · Georgetown, Grand Cayman, Cayman Islands · … · Miami, Florida7 ports

Miami, Florida · Georgetown, Grand Cayman, Cayman Islands · Montego Bay, Jamaica · Roatan, Honduras · Harvest Caye, Belize · Cozumel, Mexico · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Stingray City Sandbar Martha Brae River Bamboo Rafting Hold a Sloth at Daniel Johnson's Monkey & Sloth Ha… +2 more

View → ✉ Email

from $2,695

Book This Cruise@ Cruisebound

Cunard · Queen ElizabethRound-trip

Caribbean 9 nights Dec 29 – Jan 7, 2027 from Miami, Florida

Miami, Florida · Georgetown, Grand Cayman, Cayman Islands · … · Miami, Florida7 ports

Miami, Florida · Georgetown, Grand Cayman, Cayman Islands · Montego Bay, Jamaica · Roatan, Honduras · Costa Maya, Mexico · Cozumel, Mexico · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Stingray City Sandbar Martha Brae River Bamboo Rafting Hold a Sloth at Daniel Johnson's Monkey & Sloth Ha… +2 more

View → ✉ Email

from $1,299

Book This Cruise@ Cruisebound

Norwegian · Norwegian EpicRound-trip

Caribbean 7 nights Jan 17 – Jan 24, 2027 from Port Canaveral, Florida

Port Canaveral, Florida · Great Stirrup Cay, Bahamas · … · Port Canaveral, Florida6 ports

Port Canaveral, Florida · Great Stirrup Cay, Bahamas · Montego Bay, Jamaica · Georgetown, Grand Cayman, Cayman Islands · Cozumel, Mexico · Port Canaveral, Florida

★ Bucket-list Kennedy Space Center Visitor Complex Silver Cove Private Villa Martha Brae River Bamboo Rafting Stingray City Sandbar +1 more

View → ✉ Email

from $570

Book This Cruise@ Cruisebound

MSC Cruises · MSC PoesiaRound-trip

Panama Canal 11 nights Jan 24 – Feb 4, 2027 from Miami, Florida

Miami, Florida · Montego Bay, Jamaica · … · Miami, Florida8 ports

Miami, Florida · Montego Bay, Jamaica · Cartagena, Colombia · Colon, Panama · Puerto Limon, Costa Rica · Roatan, Honduras · Belize City, Belize · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Martha Brae River Bamboo Rafting The Roman Theatre of Cartagena with the Rafael Mon…Panama Canal Full Transit +2 more

View → ✉ Email

from $1,498

Book This Cruise@ Cruisebound

Royal Caribbean · Mariner of the SeasRound-trip

Mexico 7 nights Feb 13 – Feb 20, 2027 from New Orleans, Louisiana

New Orleans, Louisiana · Cozumel, Mexico · Georgetown, Grand Cayman, Cayman Islands · Montego Bay, Jamaica · New Orleans, Louisiana

★ Bucket-list Steamboat Natchez El Cielo + Palancar + Columbia 3-Stop Snorkel Stingray City Sandbar Martha Brae River Bamboo Rafting

View → ✉ Email

from $729

Book This Cruise@ Cruisebound

Norwegian · Norwegian EpicRound-trip

Mexico 7 nights Mar 21 – Mar 28, 2027 from Port Canaveral, Florida

Port Canaveral, Florida · Great Stirrup Cay, Bahamas · … · Port Canaveral, Florida6 ports

Port Canaveral, Florida · Great Stirrup Cay, Bahamas · Montego Bay, Jamaica · Georgetown, Grand Cayman, Cayman Islands · Cozumel, Mexico · Port Canaveral, Florida

★ Bucket-list Kennedy Space Center Visitor Complex Silver Cove Private Villa Martha Brae River Bamboo Rafting Stingray City Sandbar +1 more

View → ✉ Email

from $799

Book This Cruise@ Cruisebound

Norwegian · Norwegian GemRound-trip

Panama Canal 10 nights Nov 9 – Nov 19, 2027 from Miami, Florida

Miami, Florida · Great Stirrup Cay, Bahamas · … · Miami, Florida8 ports

Miami, Florida · Great Stirrup Cay, Bahamas · Cartagena, Colombia · Panama Canal/Gatun Lake, Panama · Colon, Panama · Puerto Limon, Costa Rica · Montego Bay, Jamaica · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Silver Cove Private Villa The Roman Theatre of Cartagena with the Rafael Mon…Panama Canal Full Transit +1 more

View → ✉ Email

from $1,218

Book This Cruise@ Cruisebound

Norwegian · Norwegian AquaRound-trip

Mexico 7 nights Dec 12 – Dec 19, 2027 from Port Canaveral, Florida

Port Canaveral, Florida · Great Stirrup Cay, Bahamas · … · Port Canaveral, Florida6 ports

Port Canaveral, Florida · Great Stirrup Cay, Bahamas · Montego Bay, Jamaica · Georgetown, Grand Cayman, Cayman Islands · Cozumel, Mexico · Port Canaveral, Florida

★ Bucket-list Kennedy Space Center Visitor Complex Silver Cove Private Villa Martha Brae River Bamboo Rafting Stingray City Sandbar +1 more

View → ✉ Email

from $1,054

Book This Cruise@ Cruisebound

Oceania · Oceania MarinaOne-way

Caribbean 10 nights Jan 16 – Jan 26, 2028 from Panama City, Panama to Miami, Florida

Panama City, Panama · Kiel Canal, Germany · … · Miami, Florida10 ports

Panama City, Panama · Kiel Canal, Germany · Cartagena, Colombia · Suez Canal, Egypt · Willemstad, Curacao · Port of Oranjestad, Aruba, Caribbean · Montego Bay, Jamaica · Georgetown, Grand Cayman, Cayman Islands · Suez Canal, Egypt · Miami, Florida

★ Bucket-list The Roman Theatre of Cartagena with the Rafael Mon…Private Full-Day Curaçao Island Tour with Local Ex…Aruba Martha Brae River Bamboo Rafting +2 more

View → ✉ Email

from $3,099

Book This Cruise@ Cruisebound

MSC Cruises · MSC PoesiaRound-trip

Panama Canal 11 nights Jan 23 – Feb 3, 2028 from Miami, Florida

Miami, Florida · Montego Bay, Jamaica · … · Miami, Florida8 ports

Miami, Florida · Montego Bay, Jamaica · Cartagena, Colombia · Colon, Panama · Puerto Limon, Costa Rica · Roatan, Honduras · Belize City, Belize · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Martha Brae River Bamboo Rafting The Roman Theatre of Cartagena with the Rafael Mon…Panama Canal Full Transit +2 more

View → ✉ Email

from $1,043

Book This Cruise@ Cruisebound

Norwegian · Norwegian AquaRound-trip

Bahamas 7 nights Jan 23 – Jan 30, 2028 from Port Canaveral, Florida

Port Canaveral, Florida · Great Stirrup Cay, Bahamas · … · Port Canaveral, Florida6 ports

Port Canaveral, Florida · Great Stirrup Cay, Bahamas · Montego Bay, Jamaica · Georgetown, Grand Cayman, Cayman Islands · Cozumel, Mexico · Port Canaveral, Florida

★ Bucket-list Kennedy Space Center Visitor Complex Silver Cove Private Villa Martha Brae River Bamboo Rafting Stingray City Sandbar +1 more

View → ✉ Email

from $1,369

Book This Cruise@ Cruisebound

Oceania · Oceania MarinaOne-way

Caribbean 10 nights Mar 5 – Mar 15, 2028 from Miami, Florida to Panama City, Panama

Miami, Florida · Georgetown, Grand Cayman, Cayman Islands · … · Panama City, Panama8 ports

Miami, Florida · Georgetown, Grand Cayman, Cayman Islands · Montego Bay, Jamaica · Port of Oranjestad, Aruba, Caribbean · Willemstad, Curacao · Cartagena, Colombia · Kiel Canal, Germany · Panama City, Panama

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Stingray City Sandbar Martha Brae River Bamboo Rafting Aruba +2 more

View → ✉ Email

from $2,999

Book This Cruise@ Cruisebound

Itineraries from the Cruisebound catalog + our enrichment; schedules cross-checked against official port authorities. Booking via Cruisebound and CruiseDirect — we may earn a commission, at no extra cost to you.

19 lines
aboard

MSC Cruises Royal Caribbean Carnival Viking River Costa Norwegian AmaWaterways Princess Celebrity Viking Ocean Avalon Disney Holland America Oceania Virgin Voyages Regent Cunard Seabourn Azamara